4406-77-3Relevant articles and documents
Double-Stranded Helical Oligomers Covalently Bridged by Rotary Cyclic Boronate Esters
Iida, Hiroki,Ohmura, Kenji,Noda, Ryuta,Iwahana, Soichiro,Katagiri, Hiroshi,Ousaka, Naoki,Hayashi, Taku,Hijikata, Yuh,Irle, Stephan,Yashima, Eiji
supporting information, p. 927 - 935 (2017/04/24)
Novel double helices covalently bridged by cyclic boronate esters were synthesized from complementary dimers with an m-terphenyl backbone joined by a chiral or achiral phenylene linker bearing diethyl boronates and diols, respectively. The X-ray crystallographic analysis and variable-temperature NMR and circular dichroism measurements, along with theoretical calculations, revealed that the double helices function as a “molecular rotor” in which the cyclic boronate ester units rotate, yielding two stable rotamers at low temperatures. Moreover, our data indicates that the covalently bonded double helices can undergo a unique helix-inversion simultaneously with a rotational motion of the boronate esters.
Generation of organolithium compounds bearing super silyl ester and their application to Matteson rearrangement
Oda, Susumu,Yamamoto, Hisashi
supporting information, p. 8165 - 8168 (2013/08/23)
It's super-silyl-fragilithyl-ester-aryl-docious: The super silyl group is a strong protecting group for carboxylic acids and provides a method for direct lithiation that is compatible with the ester moiety. Organolithium compounds bearing a super silyl ester react with a variety of electrophiles in high yields (see scheme). The reaction of lithiated super silyl chloroacetate with a boron compound gives α-functionalization of the ester moiety by Matteson rearrangement. Copyright
Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates
Dastbaravardeh, Navid,Schnuerch, Michael,Mihovilovic, Marko D.
supporting information; experimental part, p. 1930 - 1933 (2012/05/31)
A Ru-catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylboronates. Substitution of the pyridine directing group in the 3-position proved to be crucial in order to achieve high arylation yields. Furthermore, the pyridine directing group can be removed in high yields via a two-step protocol.